Abstract
Abstract In C6H6 or hexane at room temperature, under an atmosphere of CO, excess HCo(CO)4 reacts with phenylacetylene to give ethylbenzene and 2-phenylpropanal, the same products that result from the similar reaction of styrene. This and other evidence show that styrene is an intermediate. However, when phenylacetylene is in large excess, neither ethylbenzene, 2-phenylpropanal, nor styrene is formed in more than trace quantity. Instead, a compound is formed whose spectral properties suggest that it is an alkyl- or acylcobalt carbonyl containing a 1-phenylethenyl group. This compound reacts with HCo(CO)4 to give styrene. CIDNP suggests that the reaction of phenylacetylene with HCo(CO)4 proceeds through radical pairs [1-phenylethenyl··Co(CO)4].
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